Synthesis of 2-Silatetralin Derivatives Bearing Oxygen Functional Groups
摘要:
The Grignard reagents of methoxy- or methylene-dioxyphenylmethyl chlorides (12a-e) were treated with trichloro-vinylsilane in THF or ether to give methoxy- or methylenedioxy-benzyldichlorovinylsilanes (13a-e). The reaction of 13a-d in the presence of AlCl3 in CS2 or CH2Cl2 followed by treatment with MeOH and cyclohexylamine or Et3N afforded methoxy-2-silatetralins (16a-d). Treatment of 16a-d with MeMgl or EtMgBr in ether gave the corresponding 2,2-dimethyl- or 2,2-diethyl-2-silatetralins (17a-d or 18). Demethylation of 17a, 17b or 18 with BBr3 in CH2Cl2 furnished hydroxy-2-silatetralins (19a, 19b or 20).
The methoxide promoted protonolysis of organosilylboranes
作者:Paul Ronald Jones、Thomas Fay Oy Lim
DOI:10.1016/s0022-328x(00)80401-5
日期:1976.10
treated with sodium methoxide in methanol gives significant yields of products resulting from protonolysis of the CB bond. Both α- and β-boro adducts undergo the reaction, which is favored when silicon has methoxy substituents. Quantitative incorporation of deuterium in the saturated products when methanol-O-d is used as the solvent shows that the hydroxyl group of methanol is the proton source. The absence